Ethyl 2Z,4E-decadienoic acid (CHEM003875)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (2)XML
Record Information
Version1.0
Creation Date2014-09-11 05:22:30 UTC
Update Date2026-03-31 21:55:21 UTC
Accession NumberCHEM003875
Identification
Common NameEthyl 2Z,4E-decadienoic acid
ClassSmall Molecule
DescriptionEthyl 2Z,4E-decadienoic acid is a flavouring material.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Ether
  • Flavouring Agent
  • Food Toxin
  • Household Toxin
  • Metabolite
  • Organic Compound
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Ethyl (2E,4Z)-decadienoateChEBI
Ethyl 2-trans-4-cis-decadienoateChEBI
Ethyl decadienoateChEBI
Ethyl trans-2,cis-4-decadienoateChEBI
Pear esterChEBI
WE(2:0/10:2(2E,4Z))ChEBI
(2E,4Z)-2,4-Decadienoic acid, ethyl esterKegg
Ethyl (2E,4Z)-decadienoic acidGenerator
Ethyl 2-trans-4-cis-decadienoic acidGenerator
Ethyl decadienoic acidGenerator
Ethyl trans-2,cis-4-decadienoic acidGenerator
(2E,4Z)-2,4-Decadienoate, ethyl esterGenerator
Ethyl 2Z,4E-decadienoateGenerator
Ethyl (2E,4E)-2,4-decadienoateHMDB
Ethyl (2E,4Z)-2,4-decadienoateHMDB
Ethyl (e)-2,(Z)-4-decadienoateHMDB
Ethyl (e,Z)-2,4-decadienoateHMDB
Ethyl (e,Z)-decadienoateHMDB
Ethyl 2,4 (e,Z)-decadienoateHMDB
Ethyl 2,4-decadienoateHMDB
Ethyl ester(2E,4Z)-2,4-decadienoic acidHMDB
Ethyl ester(e,Z)-2,4-decadienoic acidHMDB
Ethyl(e,Z)-decadienoateHMDB
Ethyl-deca-(2E,4Z)-dienoateHMDB
FEMA 3148HMDB
Ethyl 2E,4Z-decadienoic acidGenerator
Chemical FormulaC12H20O2
Average Molecular Mass196.286 g/mol
Monoisotopic Mass196.146 g/mol
CAS Registry Number3025-30-7
IUPAC Nameethyl (2E,4Z)-deca-2,4-dienoate
Traditional Nameethyl (2E,4Z)-2,4-decadienoate
SMILESCCCCC\C=C/C=C/C(=O)OCC
InChI IdentifierInChI=1S/C12H20O2/c1-3-5-6-7-8-9-10-11-12(13)14-4-2/h8-11H,3-7H2,1-2H3/b9-8-,11-10+
InChI KeyOPCRGEVPIBLWAY-QNRZBPGKSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid esters
Alternative Parents
Substituents
  • Fatty acid ester
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling Point70-72°C
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.012 g/LALOGPS
logP4.53ALOGPS
logP3.96ChemAxon
logS-4.2ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity61.21 m³·mol⁻¹ChemAxon
Polarizability23.26 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0kdl-9600000000-65b6300b4d4ce59b60d8Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-1900000000-99bbe94cf97a0f385a5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0pba-5900000000-960781d8486c7fc4abb2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ktf-9100000000-3f5bcc15c2b06635766eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-5826a657d69ba42490daSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-3900000000-03f25a33582b841f893bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9600000000-e886b02d4e90ca518740Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-fd1655bb73fd18585f5bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-2900000000-6b8badc38453a2808de3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9100000000-2621274fb96f95ace414Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00gj-9600000000-3d5c9d7625ebf012a0adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-067i-9200000000-eb461706d0c10f7b6ddeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-069r-9000000000-3b5f7f7ee1c99fbb802eSpectrum
MSMass Spectrum (Electron Ionization)splash10-004j-9300000000-1b9191f804913caf2c26Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0036599
FooDB IDFDB015513
Phenol Explorer IDNot Available
KNApSAcK IDC00001309
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkEthyl_decadienoate
Chemspider ID4444602
ChEBI ID4896
PubChem Compound ID5281162
Kegg Compound IDC08486
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17992562
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18189264
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=18284724
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21882697
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22507015
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22732619
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22807277
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23564293
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=27018424
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=27898001
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=28158529
12.
13.
14. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
15. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
16. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
17. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
18. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
19. The lipid handbook with CD-ROM